HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → (2-(5-Bromoimidazo[1,2-a]pyrazin-8-ylamino)thiazol-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | N-(5-bromoimidazo[1,2-a]pyrazin-8-yl)-5-((tert-butyldimethylsilyloxy)methyl)thiazol-2-amine | HCID 57541342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2-(5-Bromoimidazo[1,2-a]pyrazin-8-ylamino)thiazol-5-yl)methanol | HCID 57541339 | 70.1% |
Reaction Steps
The product of Step 1 (0.125 g, 0.28 mmol) is dissolved in THF (2 mL). To this solution is added TBAF solution (1M in THF, 0.31 mL, 0.31 mmol) and the reaction is stirred at room temperature overnight. The reaction is condensed and the residue purified by gradient column chromatography eluting with dichloromethane—5% methanolic ammonia (7 N) in dichloromethane to give the alcohol (64 mg, 69%). LCMS: Rt 2.54 min (97.7%). MS (MH+, m/z) 326.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148369B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-eae303cf81374bae9d7aebd7efdc5a5a |
| Source note | uspto-grants-2012_04 |